Acyclic Azo Attached Directly Or Indirectly To The Heterocyclic Ring By Nonionic Bonding Patents (Class 106/31.48)
  • Patent number: 7309389
    Abstract: The invention is directed to an electrophotographic toner or developer, powder coating, ink jet ink or an electronic media having an azo colorant prepared by conducting the diazotization of aromatic or hetaromatic amines or the azo coupling reaction or the diazotization and the azo coupling reaction in a microreactor.
    Type: Grant
    Filed: June 9, 2006
    Date of Patent: December 18, 2007
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Ruediger Baur, Hans-Tobias Macholdt, Uwe Nickel, Leonhard Unverdorben, Christian Wille
  • Patent number: 7301012
    Abstract: An azo dye comprising a coupler having a specific structure as a coupling component, an image-forming coloring composition comprising the azo dye, an ink for ink jet recording and an ink jet recording method using the image-forming coloring composition and a heat-sensitive recording material, a color toner and a color filter formed by the image-forming coloring composition.
    Type: Grant
    Filed: October 12, 2004
    Date of Patent: November 27, 2007
    Assignee: Fujifilm Corporation
    Inventor: Toshiki Fujiwara
  • Patent number: 7291212
    Abstract: An inkjet recording ink composition comprising an aqueous medium having dissolved and/or dispersed therein at least one dye, wherein at least one betaine-type surfactant is contained in the ink composition. The dye is preferably a magenta dye having an azo structure or a cyanine dye having a phthalocyanine structure. The inkjet recording ink composition is excellent in ejection property, light fastness, heat fastness and oxidation resistance and causing less dye bleeding.
    Type: Grant
    Filed: February 6, 2003
    Date of Patent: November 6, 2007
    Assignee: Fujifilm Corporation
    Inventor: Toshiki Taguchi
  • Patent number: 7273519
    Abstract: An ink set where constituent inks all are an ink containing at least one dye having an oxidation potential more positive than 1.0 V (vs SCE), particularly where the ratio k1/k2 of the fading rate constant (k1) of an image drawn by using the ink alone to the fading rate constant (k2) of a mixed color image drawn by using all constituent inks constituting the ink set in equivalent amounts with the same density measurement light as in the measurement of k1 is 0.7 to 1.3 in all inks. According the present invention, an inkjet ink set capable of giving an image having good image quality and excellent image fastness regardless of the color of image, such as aging stability, light fastness and water resistance, and an inkjet image recording method using the ink set are provided.
    Type: Grant
    Filed: March 25, 2004
    Date of Patent: September 25, 2007
    Assignee: Fujifilm Corporation
    Inventors: Toshiki Taguchi, Manabu Ogawa
  • Patent number: 7273520
    Abstract: Ink set for ink jet printing comprised of at least one yellow ink, one magenta ink, one cyan ink and one black ink, wherein the yellow ink contains a mixture of at least one yellow dye with reddish hue of formula (I), wherein R, M, R17, R18, p4, n and m are as defined in the specification and at least one yellow dye with greenish hue of formula (II), wherein R, M, R6, R7, R8, n and m are as defined in the specification.
    Type: Grant
    Filed: January 27, 2005
    Date of Patent: September 25, 2007
    Assignee: ILFORD Imaging Switzerland GmbH
    Inventors: Jean-Luc Gremaud, Arnd Kriebel
  • Patent number: 7270702
    Abstract: The present invention discloses a yellow dye compound having a structure of the following formula (I): wherein M is H, Li, NH4 or Na. The dye compound of the present invention is particularly applied to yellow dye compound for paper-printing ink jet ink and can be made into yellow ink jet ink with greenish yellow, wide color gamut, and excellent solubility.
    Type: Grant
    Filed: June 15, 2006
    Date of Patent: September 18, 2007
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Chin Lin, Tzu-Kwei Sun, Jen-Fang Lin
  • Patent number: 7267715
    Abstract: An ink obtained by dissolving at least one specific dye in an aqueous medium, wherein the dyes contained in the ink all have a solubility of 15 g or more in 100 g of water at 25° C. under atmospheric pressure; and an ink set formed from the ink. The dye is preferably a dye having an oxidation potential of 1.0 V (vs SCE) or more, more preferably a specific azo dye having a heterocyclic group of a specific structure or an aromatic group which is bound directly to an azo group, or a specific phthalocyanine dye having a water-soluble group as a substitunet. According to the present invention, an ink, specifically an inkjet ink, and an ink set, which can print an image without disorder or beading due to ejection failure and ensure excellent ejection stability and durability, is provided.
    Type: Grant
    Filed: March 26, 2004
    Date of Patent: September 11, 2007
    Assignee: Fujifilm Corporation
    Inventors: Toshiki Taguchi, Naotaka Wachi
  • Patent number: 7264663
    Abstract: Ink set for ink jet printing consisting of at least one yellow ink, one magenta ink, one cyan ink and one black ink, wherein the magenta ink contains, as first dye component, at least one dye of formula (I) wherein R2 and Aryl are as defined in the specification, or of formula (II) wherein M, R1 and Aryl are as defined in the specification and, as second dye component, at least one copper complex azo dye of formula (III) or of formula (IV) wherein M, R1, R2, R3, R4, R5, R6 and R7 are as defined in the specification.
    Type: Grant
    Filed: March 23, 2005
    Date of Patent: September 4, 2007
    Assignee: Ilford Imaging Switzerland GmbH
    Inventors: Jean-Luc Gremaud, Arnd Kriebel
  • Patent number: 7264662
    Abstract: The present invention is drawn to ink sets ink-jet imaging, including ink sets having six ink-jet inks. In one embodiment, the ink set can comprise a black ink including a first organic solvent system, a cyan ink including a second organic solvent system, a magenta ink including a third organic solvent system, and a yellow ink including a fourth organic solvent system. In this embodiment, at least two of the organic solvent systems are different. The first organic solvent system can include a first organic solvent and a second organic solvent. The second and third organic solvent systems can include the first organic solvent and a third organic solvent. The fourth organic solvent system can include the second organic solvent and a fourth organic solvent. These solvent systems, and others, can also be used to prepare various dye sets that are dye specific.
    Type: Grant
    Filed: March 9, 2005
    Date of Patent: September 4, 2007
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Tye Dodge, Hiang P Lauw, Linda C. Uhlir-Tsang, Mary E Austin, Zia Rehman, Matthew Thornberry
  • Publication number: 20070188574
    Abstract: An ink set for ink-jet recording is provided defined by an evaluation indicator approximately corresponding to an evaluation sensed by human eyes without relying on a color difference (?E) or an optical density difference (?OD) at the time of evaluating a long-term storage stability of the ink set for ink-jet recording. In the ink set for ink-jet recording which contains a yellow ink, a magenta ink and a cyan ink, values of hue angle change (?h), between before and after lightfastness tests, of print regions corresponding to respective inks formed on glossy paper by using the yellow ink, the magenta ink and the cyan ink are not more than about 3° for the yellow ink, not more than about 2° for the magenta ink, and not more than about 6° for the cyan ink.
    Type: Application
    Filed: February 9, 2007
    Publication date: August 16, 2007
    Applicant: Brother Kogyo Kabushiki Kaisha
    Inventors: Ryuji Kato, Tomoyo Hamajima
  • Publication number: 20070186806
    Abstract: An ink set for ink-jet recording is formed from a yellow ink in which C. I. Direct Yellow 132 and C. I. Direct Yellow 86 are employed, a magenta ink in which a specific pyrazolylazopyridine-based (or pyrazolylazopyrazine-based) dye and another specific dye are employed, and a cyan ink in which two specific types of copper phthalocyanine-based dyes are employed.
    Type: Application
    Filed: February 12, 2007
    Publication date: August 16, 2007
    Applicant: BROTHER KOGYO KABUSHIKI KAISHA
    Inventors: Kazuma GOTO, Narumi KOGA, Satoshi Okuda, Tomoyo Hamajima, Yasuhiro TAGA, Shunichi HIGASHIYAMA
  • Publication number: 20070188573
    Abstract: an ink set for ink-jet recording is provided defined by an evaluation indicator approximately corresponding to an evaluation sensed by human eyes without relying on a color difference (?E) or an optical density difference (?OD) at the time of evaluating long-term storage properties of the ink set for ink-jet recording. In the ink set for ink-jet recording which contains a yellow ink, a magenta ink and a cyan ink, values of hue angle change (?h), between before and after ozone resistance tests, of print regions corresponding to respective inks formed on glossy paper by using the yellow ink, the magenta ink and the cyan ink are not more than about 3° for the yellow ink, not more than about 2° for the magenta ink, and not more than about 6° for the cyan ink.
    Type: Application
    Filed: February 9, 2007
    Publication date: August 16, 2007
    Applicant: Brother Kogyo Kabushiki Kaisha
    Inventors: Tomoyo Hamajima, Ryuji Kato
  • Publication number: 20070186807
    Abstract: A magenta ink for ink-jet recording contains a coloring agent, water and a water soluble organic solvent. Different types of dyes are employed as the coloring agent. In particular, a dye (1) represented by the general formula (1) is used together with at least one dye selected from the group consisting of a dye (2) represented by the general formula (2) in a free acid form, C. I. Acid Red 289 and C. I. Acid Red 52.
    Type: Application
    Filed: February 12, 2007
    Publication date: August 16, 2007
    Applicant: BROTHER KOGYO KABUSHIKI KAISHA
    Inventors: Kazuma GOTO, Shunichi HIGASHIYAMA, Tomoyo HAMAJIMA, Narumi KOGA, Satoshi OKUDA
  • Patent number: 7252707
    Abstract: An inkjet recording ink set comprising at least two inks, wherein each of the inks contains at least one dye having an anionic group, and even when any two inks in the ink set are mixed, precipitation of the dye does not occur.
    Type: Grant
    Filed: March 23, 2004
    Date of Patent: August 7, 2007
    Assignee: Fujifilm Corporation
    Inventors: Takashi Ozawa, Toshiki Taguchi
  • Publication number: 20070176991
    Abstract: An ink composition which comprises a compound represented by formula (1), which is described in the specification; and a plurality of water-soluble organic solvents, wherein the water-soluble organic solvents contains at least a water-soluble organic solvent having a thioether or sulfoxide moiety in an amount of 10 mass % to 80 mass %, and a recording method which uses the ink composition.
    Type: Application
    Filed: February 1, 2007
    Publication date: August 2, 2007
    Applicant: FUJIFILM Corporation
    Inventor: Yoshimitsu Arai
  • Publication number: 20070176992
    Abstract: An ink composition which comprises: a dye which is represented by formula (1), which is described in the specification, and has at least one ionic hydrophilic group, wherein the dye has a molecular weight of from 310 to 500 per one ionic hydrophilic group, and a recording method which comprises: discharging ink droplets of the ink composition onto plain paper.
    Type: Application
    Filed: February 2, 2007
    Publication date: August 2, 2007
    Applicant: FUJIFILM Corporation
    Inventors: Yoshimitsu Arai, Masaru Takasaki
  • Patent number: 7250079
    Abstract: The invention provides a water-soluble ink capable of forming an image having good color hue and high fastness in various use and environmental conditions, which comprises a coloring composition comprising a disazo dye represented by the following formula 1: A1-N?N-A2-N?N-A3 and at least one other dye having a specific structure; in formula 1, A1, A2 and A3 each independently represents an aromatic group which may be substituted or a heterocyclic group which may be substituted, and A1 and A3 each is a monovalent group and A2 is a divalent group.
    Type: Grant
    Filed: January 7, 2004
    Date of Patent: July 31, 2007
    Assignee: Fujifilm Corporation
    Inventors: Tomohiro Chino, Toshiki Fujiwara, Masaru Takasaki
  • Patent number: 7247195
    Abstract: The present invention is drawn to dye sets for formulating ink-jet inks, including ink sets having six ink-jet inks. In one embodiment, the dye set can comprise a yellow dye for formulating a yellow ink, a pair of magenta dyes for formulating a magenta ink and a pale magenta ink, a pair of cyan dyes for formulating a cyan ink and a pale cyan ink, and a black dye for formulating a black ink-jet ink. The pair of magenta dyes can be a transition metal-containing azo dye and a non-metallized dye. The pair of cyan dyes can be a first copper phthalocyanine dye and a second copper phthalocyanine dye that is different than the first copper phthalocyanine dye.
    Type: Grant
    Filed: March 9, 2005
    Date of Patent: July 24, 2007
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Tye Dodge, Linda C. Uhlir-Tsang, Hiang P Lauw, Matthew Thornberry
  • Patent number: 7244298
    Abstract: A metal chelate compound of Formula (1) or a salt thereof: [A-N?N—B]M??Formula (1) wherein: A is an optionally substituted pyridyl ring; and B is of the Formula (2): wherein: X and W are substituents other than H; M is a metal chelated to A-N?N—B; and n is 0 to 4, also claimed are compositions and inks containing a compound of Formula (1), a process for ink jet printing using the inks and an ink jet printer cartridge containing the ink.
    Type: Grant
    Filed: March 3, 2004
    Date of Patent: July 17, 2007
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Clive Edwin Foster, Clive Moscrop, Gavin Wright, Rachel Anne James
  • Patent number: 7244299
    Abstract: An ink jet recording ink comprising at least a copper phthalocyanine dye represented by the following general formula (1) and a compound represented by the following general formula (2):
    Type: Grant
    Filed: September 26, 2005
    Date of Patent: July 17, 2007
    Assignee: Canon Kabushiki Kaisha
    Inventors: Itaru Tsuji, Shinichi Tochihara, Hiroshi Tomioka, Koichi Osumi, Hiroyuki Takuhara, Minako Kawabe, Hideki Yamakami
  • Publication number: 20070155960
    Abstract: The present invention discloses a yellow dye compound having a structure of the following formula (I): wherein M is H, Li, NH4 or Na. The dye compound of the present invention is particularly applied to yellow dye compound for paper-printing ink jet ink and can be made into yellow ink jet ink with greenish yellow, wide color gamut, and excellent solubility.
    Type: Application
    Filed: June 15, 2006
    Publication date: July 5, 2007
    Applicant: Everlight USA, Inc.
    Inventors: Wen-Chin Lin, Tzu-Kwei Sun, Jen-Fang Lin
  • Patent number: 7238227
    Abstract: A metal chelate compound of Formula: (1) or a salt thereof: [A—N?N—B] M (1) wherein: A is a 5- or 6-membered heterocyclic ring other than a triazole ring, optionally carrying one or more substituents; B is of the Formula (2a) or (2b). Formula (2a) (2b) wherein: X, Y and W are substituents other than H; M is a metal chelated to A—N?N—B; and n is 0 to 4.
    Type: Grant
    Filed: February 17, 2004
    Date of Patent: July 3, 2007
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Clive Edwin Foster, Gavin Wright, Kevin Johnson, Mairi Elizabeth Raggatt, Prakash Patel
  • Patent number: 7238228
    Abstract: A metal chelate of Formula (1) or salt thereof. Formula (1) wherein: R1 and R2 are each independently H or an organic group; M is a metal; p is 1 to 4; Y is an optionally substituted heterocyclic ring with a nitrogen ortho to the azo bridge; G is a substituent; and n is 0 to 5.
    Type: Grant
    Filed: March 15, 2004
    Date of Patent: July 3, 2007
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Gavin Wright, Peter Gregory
  • Patent number: 7220302
    Abstract: Provided are an inkjet ink prepared by dissolving or dispersing a specific dye in an aqueous medium and containing one of at least one alkylene diol where one alkylene group has at least 3 carbon atoms or homologue thereof and at least one polymer compound; and an ink set containing an ink including a specific dye and an ink including one compound capable of interacting with the dye; thereby being able to provide an ink and the like having a good jet-out stability, and forming images of good quality with neither beading nor bronzing, and the images formed of the inks have good fastness to heat, light and ozone.
    Type: Grant
    Filed: March 29, 2004
    Date of Patent: May 22, 2007
    Assignee: Fujifilm Corporation
    Inventor: Toshiki Taguchi
  • Patent number: 7211132
    Abstract: To provide an ink set capable of recording images with good ozone fastness on a recording medium, an ink set of the present invention comprises at least a yellow ink composition, a magenta ink composition, and a cyan ink composition. The cyan ink composition contains at least one of the compounds expressed by formula (1) below as a cyan dye: and the magenta ink composition contains, as a colorant, at least one substance selected from the group consisting of compounds expressed by formula (2) below: and salts thereof (in formula (2), A represents an alkylene group, an alkylene group containing a phenylene group, or a group expressed by formula (3) below: and X represents a group selected from the group consisting of NH2, OH, and Cl).
    Type: Grant
    Filed: September 28, 2004
    Date of Patent: May 1, 2007
    Assignee: Seiko Epson Corporation
    Inventors: Yasuhiro Oki, Kazuhiko Kitamura, Tetsuya Aoyama, Masahiro Hanmura, Hiroshi Fukumoto
  • Patent number: 7211133
    Abstract: The invention provides an inkjet black ink ensuring excellent image durability capable of satisfactorily maintaining the image quality such as non-loosening of black and gradation even when the image is stored for a long period of time, which is a inkjet black ink having a discoloration rate constant (kvis) of 5.0×10?2 [hour?1] or less, which is measured by using an ozone gas, the ink comprising an aqueous medium having dissolved or dispersed therein at least one dye selected from (1) an azo dye having a specific structure where a heterocyclic group is bonded to both of two N atoms, (2) a phthalocyanine dye having a specific structure, (3) an azo dye having a specific structure where a 5-membered heterocyclic group is bonded to one of two N atoms and a 6-membered 2-amino heterocyclic group is bonded to the other, and (4) a bisazo dye constituted by a specific aromatic or heterocyclic group and an azo group.
    Type: Grant
    Filed: November 18, 2003
    Date of Patent: May 1, 2007
    Assignee: Fujifilm Corporation
    Inventor: Toshiki Taguchi
  • Patent number: 7208035
    Abstract: An ink set comprising: at least two kinds of inks, each of the at least two kinds of inks having a common hue and different densities, and containing an aqueous medium and a dye, wherein each of the at least two kinds of inks has a corresponding discoloration velocity constant (k) for an image printed with each one of the at least two kinds of inks, and a ratio defined by a minimum value (kmin) selected from among said corresponding constants divided by a maximum value (kmax) selected from among the corresponding constants, is within a range of 0.7 to 1.0.
    Type: Grant
    Filed: March 26, 2004
    Date of Patent: April 24, 2007
    Assignee: FujiFilm Corporation
    Inventors: Manabu Ogawa, Toshiki Taguchi
  • Patent number: 7208033
    Abstract: An ink comprising yellow colorants and a colorant having a phthalocyanine skeleton, in which the yellow colorants are at least a colorant represented by the following general formula I and C.I.
    Type: Grant
    Filed: September 23, 2005
    Date of Patent: April 24, 2007
    Assignee: Canon Kabushiki Kaisha
    Inventors: Minako Kawabe, Koichi Osumi, Shinichi Tochihara, Hiroshi Tomioka, Hiroyuki Takuhara, Hideki Yamakami, Itaru Tsuji
  • Patent number: 7192475
    Abstract: An aqueous ink comprising at least two dyes each having at least one ionic hydrophilic group in a molecule thereof, wherein at least one of said at least two dyes includes an azo dye represented by formula (1): wherein A and B each independently represents a substituted or unsubstituted monovalent aromatic group; or a substituted or unsubstituted monovalent heterocyclic group; R1 represents a hydrogen atom; a substituted or unsubstituted aromatic group; or a substituted or unsubstituted heterocyclic group; and X represents —CR2? or a nitrogen atom, and when X represents —CR2?, R2 represents a hydrogen atom or a substituent.
    Type: Grant
    Filed: December 14, 2004
    Date of Patent: March 20, 2007
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masaru Takasaki, Toshiki Fujiwara, Tomohiro Chino
  • Patent number: 7189831
    Abstract: Fibre-reactive trisazo compounds of the formula (I) bearing halogenated pyrimidine reactive moieties and where the substituents are each as defined in the claims, and also the associated synthesis, the use of the compounds for dyeing or printing hydroxyl-containing or nitrogenous organic substrates, the use of the compounds as a component in an inkjet printing ink and also the dyed or printed substrates.
    Type: Grant
    Filed: October 7, 2002
    Date of Patent: March 13, 2007
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Markus Gisler
  • Patent number: 7186292
    Abstract: A coloring composition such as printing ink for inkjet printing or the like or electrophotographic color toner is provided, which can give a colored image or material excellent in the color hue and fastness, and also provide an inkjet recording method capable of forming an image having good color hue and high fastness to light and active gases in the environment, particularly ozone gas, and which is an inkjet ink comprising an azo dye having a specific structure containing an alkyl chain having 4 to more carbon atoms and not containing an ionic hydrophilic group; an inkjet recording method using the ink; and a color toner composition comprising the above-described azo dye.
    Type: Grant
    Filed: January 7, 2004
    Date of Patent: March 6, 2007
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshiharu Yabuki, Tomohiro Chino, Toshiki Fujiwara
  • Patent number: 7163576
    Abstract: A compound of Formula (1): wherein: A1 and A2 are each independently optionally substituted phenyl or naphthyl; each Q independently is optionally substituted phenylene; each R1 independently is H or optionally substituted alkyl; R2 is H or optionally substituted alkyl; and R3 is alkyl carrying a sulpho group; provided that the compound of Formula (1) carries at least one carboxylic acid group; and provided the compound of Formula (1) is not of Formula (2): wherein: m is 1 or 2; n is 1 or 2; and x is 2 to 4. Also claimed are compositions and inks.
    Type: Grant
    Filed: July 14, 2003
    Date of Patent: January 16, 2007
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Helen Ava Oshaughnessy, Maria Soteri Hadjisoteriou
  • Patent number: 7153351
    Abstract: Inks comprising a liquid medium and a tris-azo compound of Formula (1) or salt thereof: wherein the liquid medium comprises water and an organic solvent.
    Type: Grant
    Filed: November 13, 2003
    Date of Patent: December 26, 2006
    Assignee: Fujifilm Imaging Colorants Limited
    Inventor: David Phillip Devonald
  • Patent number: 7153332
    Abstract: Disclosed are dyestuff mixtures for printing recording materials, especially textile fibre materials, paper and papery substrates and plastic films and plastic, as well as compositions suitable for ink-jet printing comprising a dyestuff of the formula (I)
    Type: Grant
    Filed: December 18, 2002
    Date of Patent: December 26, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Ludwig Hasemann
  • Patent number: 7150783
    Abstract: A composition comprising a liquid medium and a compound of Formula (1) or a salt thereof: wherein: m is 1 or 2; n is 1 or 2; and x is 2 to 4. Also claimed are compounds and printing processes.
    Type: Grant
    Filed: July 14, 2003
    Date of Patent: December 19, 2006
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Helen Ava Oshaughnessy, Maria Soteri Hadjisoteriou
  • Patent number: 7150782
    Abstract: A metal chelate compound obtainable from contacting a transition metal salt with a compound of the Formula (1): wherein: x represents plural atoms required to form at least one optionally substituted 5- to 7-membered heterocyclic ring; and Ar is an optionally substituted stilbene, acenaphthylene, phenanthrene or anthracene group carrying a hydroxy, amino or carboxy group adjacent to the —N?N— group shown in Formula (1) or 6-hydroxyquinoline where the hydroxy group is adjacent to the —N?N— group shown in Formula (1); provided that when the compound of Formula (1) is of Formula: that, p, the level of sulfonation, is not in the range 1 to 2. Also compositions, inks, printed substrates and inkjet cartridges.
    Type: Grant
    Filed: May 20, 2004
    Date of Patent: December 19, 2006
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Clive Edwin Foster, John Mayall, Mark Kenworthy
  • Patent number: 7147697
    Abstract: A metal chelate compound obtainable from contacting a transition metal salt with a compound of the Formula (1) or a salt thereof: wherein p is 1 to 2. Also compositions, inks, printed substrates, ink-jet cartridges and ink-jet printers.
    Type: Grant
    Filed: May 20, 2004
    Date of Patent: December 12, 2006
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Clive Edwin Foster, John Mayall, Mark Kenworthy, Rachel Anne James
  • Patent number: 7144451
    Abstract: The invention relates to a method of printing sheet-form substrates by the inkjet printing process, which method comprises printing those materials with an aqueous ink comprising a) at least one dye of formula wherein R1 and R2 are each independently of the other hydrogen or unsubstituted or substituted C1–C4alkyl, R3 and R4 are each independently of the other unsubstituted or substituted C1–C4alkyl, R5 and R6 are each independently of the other C1–C4alkyl, C1–C4alkoxy, halogen, hydroxy, carboxy, C2–C4alkanoylamino or sulfo, X is halogen, hyrodroxy, C1–C4alkoxy that is unsubstituted or substituted in the alkyl moiety, phenoxy that is unsubstituted or substituted in the phenyl ring, C1–C4alkylthio that is unsubstituted or substituted in the alkyl moiety, phenylthio that is unsubstituted or substituted in the phenyl ring, amino, N-mono-, or N, N-di-C1–C6alkylamino that is unsubstituted or substituted in the alkyl moiety and uninterrupted or interrupted in the alkyl moiety by oxygen, C5–C7cycloaklylamino th
    Type: Grant
    Filed: December 12, 2001
    Date of Patent: December 5, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Roger Lacroix
  • Patent number: 7129336
    Abstract: The present invention relates to reactive dyes of the general formula (1) where Y is a heterocyclic reactive group of the general formula (2) or (3) where X1 to X5 are each as defined in claim 1, processes for their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.
    Type: Grant
    Filed: January 10, 2005
    Date of Patent: October 31, 2006
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Ehrenberg, Jörg Wörner, Tracy Livesey
  • Patent number: 7125966
    Abstract: The present invention relates to novel dyestuffs of formula (I) wherein the substituents have the meanings defined in the claims, the production of such dyestuffs, the use of these dyestuffs and material dyed or printed by such dyestuffs
    Type: Grant
    Filed: October 17, 2003
    Date of Patent: October 24, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Robert Egli
  • Patent number: 7125445
    Abstract: A magenta inkjet ink composition with good pH value stability including at least one reactive red colorant; at least one azo red dye (such as M377); and an aqueous solution medium.
    Type: Grant
    Filed: March 21, 2005
    Date of Patent: October 24, 2006
    Assignee: Benq Corporation
    Inventors: Kai-Pin Chou, Yun-I Liu, Yu-Ting Lin
  • Patent number: 7125446
    Abstract: This invention relates to a yellow ink composition for ink jet printing comprising a dye represented by Formula I, water and a humectant: wherein: R1 and R5 independently are hydrogen or a substituted or unsubstituted alkyl, aromatic or heterocyclic group; R2 and R4 independently are hydrogen or a non-metallic substituent; R3 is hydrogen or a substituted or unsubstituted alkyl, acyl, sulfonyl, aromatic or heterocyclic group; and X is an electron withdrawing group; with the proviso at least one of R1, R2, R3, R4 and R5 comprises a group capable of imparting water solubility to the dye.
    Type: Grant
    Filed: November 19, 2004
    Date of Patent: October 24, 2006
    Assignee: Eastman Kodak Company
    Inventors: Joan C. Potenza, Steven Evans, Ellen J. Pyszczek
  • Patent number: 7108743
    Abstract: A coloring composition for image formation comprising an azo dye having an aromatic nitrogen-containing 6-membered heterocyclic ring as a coupling component, a coloring composition which comprises an azo compound having an oxidation potential nobler than 1.0 V vs. SCE and comprising at least two substituents having a pKa value of ?10 to 5 in water, and a method for improving ozone resistance of a color image, the method comprising using a compound having an oxidation potential nobler than 1.0 V vs. SCE and showing a maximum absorption at a wavelength between 500 nm and 580 nm with a half-value width of 150 nm or narrower.
    Type: Grant
    Filed: April 8, 2002
    Date of Patent: September 19, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toshiki Fujiwara, Naoyuki Hanaki, Shigeaki Tanaka, Tadashi Omatsu, Yoshiharu Yabuki
  • Patent number: 7097700
    Abstract: A water-soluble complex dye capable of forming an image having light resistance, ozone resistance and high saturation; a water-based recording fluid, particularly an ink jet recording fluid, employing such a dye; and an ink jet recording method, are presented.
    Type: Grant
    Filed: December 29, 2004
    Date of Patent: August 29, 2006
    Assignee: Mitsubishi Chemical Corporation
    Inventor: Wataru Shimizu
  • Patent number: 7097699
    Abstract: A composition for printing recording materials comprising a) at least one temporarily water-soluble dye with one SO2CH2COOM group being present in the molecule; b) water or a medium including a mixture of water and an organic solvent, an anhydrous organic solvent or a solid having a low melting point, and c) optionally further additives.
    Type: Grant
    Filed: December 18, 2002
    Date of Patent: August 29, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Robert Egli, Oliver Eich, Hans-Tobias Macholdt, Reinhard Pedrazzi
  • Patent number: 7094281
    Abstract: The present invention provides a black ink composition obtained by mixing at least one colorant selected from the group consisting of a compound represented by the following formula (1) and a salt thereof, one or more organic acids and one or more organic bases: wherein R1 represents a phenyl group having a substituent group or a naphthyl group having a substituent group, R2 represent a phenylene group having a substituent group or a naphthylene group having a substituent group, R3 represents a 5- to 7-membered heterocyclic ring having at least one double bond and substituent group, and further, the above-mentioned substituent groups in the above-mentioned R1 to R3 are each independently selected from the group consisting of OH, SO3H, PO3H2, CO2H, NO2, NH2, a C1–4 alkyl group, a C1–4 alkyl group having a substituent group, a C1–4 alkoxyl group, a C1–4 alkoxyl group having a substituent group, an amino group, an amino group having a substituent group and a phenyl group having a substituent group.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: August 22, 2006
    Assignee: Seiko Epson Corporation
    Inventors: Masahiro Hanmura, Tetsuya Aoyama
  • Patent number: 7094277
    Abstract: A dye for ink-jet printing on both hydrophilic and hydrophobic papers. The dye includes a chromophore tonically coupled to a counterion. One of the chromophore and the counterion includes a hydrophilic moiety. The other includes a hydrophobic moiety.
    Type: Grant
    Filed: October 31, 2001
    Date of Patent: August 22, 2006
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: David M. Schut, Christian Schmid
  • Patent number: 7094279
    Abstract: The present invention provides a black water-based ink composition that has excellent resistance to light and ozone, has an excellent hue as a black ink, and also has excellent storage stability. A black water-based ink composition is prepared by combining at least one type of black dye selected from the group consisting of compounds expressed by the following formula (1) and salts thereof: and at least one type of dye other than a black dye, and the hue is adjusted by adding the dye other than a black dye. It is preferable if the dye other than the black dye is a compound that has at least one type of group selected from the group consisting of an —SO3H group, —COOH group, —SO3M group, and —COOM group (where M in these groups is an alkali metal atom), and is not an ammonium salt or a salt with an organic cation. It is also preferable for the dye other than the black dye to be a dye selected from the group consisting of yellow dyes and magenta dyes.
    Type: Grant
    Filed: November 22, 2004
    Date of Patent: August 22, 2006
    Assignee: Seiko Epson Corporation
    Inventors: Masahiro Hanmura, Tetsuya Aoyama, Kazuhiko Kitamura
  • Patent number: 7094280
    Abstract: A water-soluble complex dye capable of forming an image having light resistance, ozone resistance and high saturation; a water-based recording fluid, particularly an ink jet recording fluid, employing such a dye; and an ink jet recording method, are presented.
    Type: Grant
    Filed: December 20, 2004
    Date of Patent: August 22, 2006
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Wataru Shimizu, Masahiro Yamada
  • Patent number: 7087730
    Abstract: Reactive dyes of formula (I), wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, Q1, and Q2 are each independently of the other hydrogen or unsubstituted or substituted C1–C4alkyl, (Q3)n denotes n substituents selected from the group C1–C4alkyl, C1–C4alkoxy, halogen and sulfo, X is halogen, 3-carboxypyridin-1-yl, 3-carbamoylpyridin-1-yl, hydroxy, C1–C4alkoxy unsubstituted or substituted in the alkyl moiety, phenoxy unsubstituted or substituted in the phenyl moiety, C1–C4alkylthio unsubstituted or substituted in the alkyl moiety, unsubstituted or substituted amino, or an N-heterocycle which may or may not contain further hetero atoms, Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, k is a number 2, 3, 4, 5 or 6, m is a number 0 or 1, and n is a number 0, 1 or 2, with the proviso that when A denotes a monoazo chromophore it is not directly linked to the triazinyl radical through a hydroxyna
    Type: Grant
    Filed: July 15, 2003
    Date of Patent: August 8, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Bernhard Müller, Georg Roentgen